New Windsor, NY Homes

• 

  $239,000

  Sold Jan 16, 2026

  223 Brittany Terrace, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2015

  Last Sold Summary

  • $142/SF
  • 87 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  223 Brittany Terrace, Rock Tavern, NY 12575
• 

  Not Listed For Sale

  50 Frank St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,717 Sq Ft
  • Built 2024

  50 Frank St, New Windsor, NY 12553

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Rosemary DelliCarpini eXp Realty
• 

  

  

  /14

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  305 Gazebo Ct, New Windsor, NY 12553

  This beautifully maintained handicap Accessible 2 bedroom, 2 full bath ground-floor condo with no stairs offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making

  Brittany Barry HV Premier Properties Realty

  305 Gazebo Ct, New Windsor, NY 12553
• 

  $395,000

  Sold Nov 13, 2025

  402 Plover Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,502 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Above List Price
  • $263/SF
  • 37 Days On Market

  Current Estimated Value $402,087

  Last Listing Agent Sharon Satkowski Hudson Heritage Realty

  402 Plover Ct, New Windsor, NY 12553
• 

  Est $318,973

  Not Listed For Sale

  276 Temple Hill Rd Unit 2807, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1986

  276 Temple Hill Rd Unit 2807, New Windsor, NY 12553

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group
• 

  

  /19

  $489,750

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  47 Continental Dr, New Windsor, NY 12553

  Welcome home to this beautifully updated raised ranch nestled in one of New Windsor’s quiet and established neighborhoods. Set on nearly half an acre, this 3-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and modern updates. Step inside to discover thoughtfully renovated living spaces filled with natural light and designed for everyday living. Several updated rooms

  James LaTempa Compass Greater NY, LLC

  47 Continental Dr, New Windsor, NY 12553
• 

  $134,900

  Sold Aug 24, 2026

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Built 1965

  Last Sold Summary

  • 20% Below List Price
  • $141/SF
  • 193 Days On Market

  Current Estimated Value $186,000

  Last Listing Agent RoseMarie Christner Stepping Stone Realty

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553
• 

  Not Listed For Sale

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Wayne Patterson BHG Real Estate Green Team
• 

  

  /27

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  1175 Washington Green Unit G1, New Windsor, NY 12553

  1175 Washington Green, Unit 1175 — New WindsorWelcome to Unit 1175 in Washington Green, a well-established garden apartment condo community in the heart of New Windsor. This 2-bedroom, 2-bath home offers an easy, low-maintenance lifestyle with a comfortable single-level layout — a bright main living area, a functional kitchen, two generously sized bedrooms, and two full baths. Amenities

  Kerri Stretch Howard Hanna Rand Realty

  1175 Washington Green Unit G1, New Windsor, NY 12553
• 

  $500,000

  Sold Oct 23, 2025

  419 Philo St, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $264/SF
  • 31 Days On Market

  Current Estimated Value $503,796

  Last Listing Agent Kelly Campbell Century 21 Alliance Rlty Group

  419 Philo St, New Windsor, NY 12553
• 

  Not Listed For Sale

  57 Brittany Terrace, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2002

  57 Brittany Terrace, Rock Tavern, NY 12575

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Gina De Cerbo RE/MAX Benchmark Realty Group
• 

  

  /43

  $499,000

  $16K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,550 Sq Ft

  501 Iron Forge Ln, New Windsor, NY 12553

  Enjoy the luxury of moving into this recently built town home located in the sought after town of New Windsor! At a boasting 2550 square feet, this spacious airy home features a one of a kind kitchen with a center island, stainless steel appliances, high ceilings and recessed lighting. The open floor plan is perfect for entertaining, with a lovely patio overlooking the spacious backyard. The

  Charnie Guttmann eRealty Advisors, Inc

  501 Iron Forge Ln, New Windsor, NY 12553
• 

  $415,000

  Sold Jan 12, 2026

  36 Moores Hill Rd, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 2,193 Sq Ft
  • Built 1954

  Last Sold Summary

  • 4% Above List Price
  • $189/SF
  • 24 Days On Market

  Current Estimated Value $445,198

  Last Listing Agent Tracy Lockhart RE/MAX Benchmark Realty Group

  36 Moores Hill Rd, New Windsor, NY 12553
• 

  Not Listed For Sale

  507 Watch Hill Dr, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1993

  507 Watch Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty
• 

  

  /23

  $1,500,000

  • Land
  • 29 Acres
  • $51,724 per Acre

  0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553

  Be a visionary! This is 29 acres in the Hudson Valley—prime land where luxury living meets unmatched opportunity. Picture a new community of high-end homes, an equestrian estate development, or a luxury retreat destination. With open meadows, mature woodlands, and multiple building sites with ample frontage, the groundwork is already here. This property offers privacy and natural beauty—yet it’s

  Donna Ramundo Keller Williams Valley Realty

  0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553
• 

  $480,000

  Sold Oct 15, 2025

  510 MacNary Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Above List Price
  • $222/SF
  • 18 Days On Market

  Current Estimated Value $498,663

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  510 MacNary Rd, New Windsor, NY 12553
• 

  Est $453,754

  Not Listed For Sale

  911 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,795 Sq Ft
  • Built 2013

  911 Hawthorn Way, New Windsor, NY 12553

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty
• 

  

  /9

  $199,000

  Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  50 Cromwell Terrace Unit 6, New Windsor, NY 12553

  Picture this: it's a Sunday morning and there's no lawn to mow, no snow to shovel, no garbage bins to drag to the curb. That's your new normal here. Step into this bright, second-floor 2-bedroom, 1-bath condo in the Squire Village community and feel the difference immediately. This home is truly move-in ready, so you can set your keys down and start living the day you close. The layout is

  Jose Rodriguez eRealty Advisors, Inc

  50 Cromwell Terrace Unit 6, New Windsor, NY 12553
• 

  $265,000

  Sold May 12, 2026

  70 Meadowbrook Ln, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft
  • Built 1940

  Last Sold Summary

  • 18% Below List Price
  • $174/SF
  • 73 Days On Market

  Current Estimated Value $368,817

  Last Listing Agent Paul Biagini Biagini Realty

  70 Meadowbrook Ln, New Windsor, NY 12553
• 

  Est $706,268

  Not Listed For Sale

  8 Trotter Ln, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,577 Sq Ft
  • Built 2017

  8 Trotter Ln, Rock Tavern, NY 12575

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Connie Tetzlaff Keller Williams Realty
• 

  

  /26

  $210,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  201 Brittany Terrace, Rock Tavern, NY 12575

  Welcome to easy, carefree living in the desirable 55+ Brittany Terrace community! This beautifully maintained 2-bedroom, 2-bath home is completely move-in ready and offers a spacious, comfortable layout filled with natural light. The large kitchen features tons of counter space and ample cabinetry and flows seamlessly into the expansive living and dining area, where a door leads to the covered

  Jennifer Gold RE/MAX Benchmark Realty Group

  201 Brittany Terrace, Rock Tavern, NY 12575
• 

  $660,000

  Sold Feb 18, 2026

  34 Melissa Ln, Washingtonville, NY 10992

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Below List Price
  • $254/SF
  • 180 Days On Market

  Current Estimated Value $677,709

  Last Listing Agent Mary Ann Mitchell eXp Realty

  34 Melissa Ln, Washingtonville, NY 10992
• 

  Not Listed For Sale

  117 Brittany Terrace Unit 117, Rock Tavern, NY 12575

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2005

  117 Brittany Terrace Unit 117, Rock Tavern, NY 12575

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
• 

  

  /45

  $739,999

  • 4 Beds
  • 3.5 Baths
  • 3,661 Sq Ft

  2506 Constitution Way, New Windsor, NY 12553

  Welcome to 2506 Constitution Way, a spacious 4-bedroom, 3.5-bath Colonial located in the award-winning Cornwall Central School District. Offering an impressive amount of living space and a versatile floor plan in New Windsor, the main level features hardwood floors throughout most of the space, crown molding, recessed lighting, and multiple rooms designed for both everyday living and

  Philip Szumlaski Keller Williams Realty

  2506 Constitution Way, New Windsor, NY 12553
• 

  $590,000

  Sold May 28, 2026

  5 Sunrise Terrace, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Above List Price
  • $300/SF
  • 29 Days On Market

  Current Estimated Value $578,879

  Last Listing Agent Zachary Crosby Tyler's Estates LLC

  5 Sunrise Terrace, New Windsor, NY 12553
• 

  Est $330,705

  Not Listed For Sale

  276 Temple Hill Rd Unit 1908, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1986

  276 Temple Hill Rd Unit 1908, New Windsor, NY 12553

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group
• 

  

  /46

  $899,000

  • 8 Beds
  • 4 Baths

  9 Benedict Ln Unit 5-7, New Windsor, NY 12553

  Income-producing multi-property asset offered at approximately an 8% cap rate with $75,900 NOI. This unique offering includes three separate residences on one 1.4 acre parcel, delivering multiple income streams and long-term upside potential. Ideal for investors seeking yield, value-add opportunity, or a hybrid owner-occupant strategy. Located across the street from Cornwall High School and near

  Virginia Corbett eXp Realty

  9 Benedict Ln Unit 5-7, New Windsor, NY 12553
• 

  $450,000

  Sold Dec 09, 2025

  303 Windsor Hwy, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1938

  Last Sold Summary

  • $750/SF
  • 0 Days On Market

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  303 Windsor Hwy, New Windsor, NY 12553
• 

  Not Listed For Sale

  204 Thelbridge Dr, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1989

  204 Thelbridge Dr, New Windsor, NY 12553

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
• 

  

  /33

  $1,100,000

  $150K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  4 Jefferson Ave, New Windsor, NY 12553

  CORNWALL SCHOOLS ~ TO BE BUILT BY LOCAL ESTABLISHED REPUTABLE BUILDER ON THIS BEAUTIFUL PRIVATE LOT WITH VIEWS ON 5.1 ACRES. New construction & to be completed in 2027 approximately 11 months after fully executed contracts, weather permitting . Time to customize w/own colors. Approximately 3100' sq. ft. with central air throughout, 4-bedroom, 3 full bathroom colonial. Finished 344' sq. ft. bonus

  George Koudounas RE/MAX Benchmark Realty Group

  4 Jefferson Ave, New Windsor, NY 12553
• 

  $685,000

  Sold Jan 14, 2026

  323 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 74 Days On Market

  Current Estimated Value $702,932

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  323 Sycamore Dr, New Windsor, NY 12553
• 

  Est $397,879

  Not Listed For Sale

  221 Tamerisk Ln Unit 246, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 2006

  221 Tamerisk Ln Unit 246, New Windsor, NY 12553

  Last Sold Summary

  • 140 Days On Market

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
• 

  

  /47

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  692 Mount Airy Rd, New Windsor, NY 12553

  This charming ranch in the Cornwall School District offers 2 bedrooms, 1.5 baths, and 1,460 square feet of living space on a 0.50-acre lot, with a layout that combines comfortable one-level living with additional finished space below. The open-concept kitchen features granite countertops, extensive wood cabinetry, stainless steel appliances, and a breakfast bar that connects naturally to the

  Virginia Corbett eXp Realty

  692 Mount Airy Rd, New Windsor, NY 12553
• 

  $489,000

  Sold Jun 29, 2026

  111 Cedar Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,248 Sq Ft
  • Built 2026

  Last Sold Summary

  • $392/SF
  • 16 Days On Market

  Current Estimated Value $341,618

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  111 Cedar Ave, New Windsor, NY 12553
• 

  Est $275,307

  Not Listed For Sale

  276 Temple Hill Rd Unit 2510, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1986

  276 Temple Hill Rd Unit 2510, New Windsor, NY 12553

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Sammy Zambrano Keller Williams Realty
• 

  

  /48

  $400,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 3.5 Baths
  • 2,084 Sq Ft

  400 Plover Ct, New Windsor, NY 12553

  Plum Point. Enjoy easy living in this 3-bedroom, 3-bath end-unit townhouse offering 1,878 sq. ft. of living space. The open-concept main floor features a spacious living and dining area with vaulted ceilings and a fireplace, while the kitchen connects seamlessly to the family room and enclosed sunroom. The second level offers a primary suite with a walk-in closet and private bath, two additional

  John Olivero Keller Williams Realty

  400 Plover Ct, New Windsor, NY 12553
• 

  $370,000

  Sold Feb 10, 2026

  11 Hudson Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 54 Days On Market

  Current Estimated Value $383,281

  Last Listing Agent Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
• 

  Not Listed For Sale

  16 Bivona Ln Unit 120, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1986

  16 Bivona Ln Unit 120, New Windsor, NY 12553

  Last Sold Summary

  • 212 Days On Market

  Last Listing Agent Angela Leathers Howard Hanna Rand Realty
• 

  /2

  $199,900

  Pending

  • Land
  • 3.3 Acres
  • $60,576 per Acre

  TBD Bull Rd, New Windsor, NY 10992

  Looking for a beautiful lot in Washingtonville School District on over 3 acres of land? Partially cleared level property is in a great location minutes to Stewart International Airport, Rt 207/Rt. 300/I84/Rt 208 and within 1 hour and 15 min to NYC. Just need some ideas, bring your plans and get your dream home built!

  Angelo Acierno Keller Williams Realty

  TBD Bull Rd, New Windsor, NY 10992
• 

  $370,000

  Sold Nov 13, 2025

  49 Mertes Ln, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 87 Days On Market

  Current Estimated Value $409,319

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553

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